103094-38-8

Basic information

• Product Name: 1-Naphthalenol, 1,2,3,4,6,8a-hexahydro-1-methyl-, cis-
• CAS NO: 103094-38-8
• Molecular Formula: C11H16O
• Molecular Weight: 164.247
• Mol File: 103094-38-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-Naphthalenol, 1,2,3,4,6,8a-hexahydro-1-methyl-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Naphthalenol, 1,2,3,4,6,8a-hexahydro-1-methyl-, cis-(103094-38-8)
• EPA Substance Registry System: 1-Naphthalenol, 1,2,3,4,6,8a-hexahydro-1-methyl-, cis-(103094-38-8)

Safety Data

• Hazardous Substances Data: 103094-38-8(Hazardous Substances Data)

Upstream product

• 33581-43-0 acetaldehyde O-methyl oxime 
• 2235-83-8 5-phenyl-2-pentanone 
• 624-73-7 1,2-Diiodoethane 
• 42829-08-3 5-(4-chlorophenyl)pentan-2-one 

Relevant articles and documents

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Electroorganic Chemistry. 144. Electroreductive Coupling of Ketones with O-Methyl Oximes, N,N-Dimethylhydrazones, amd Nitrones. A Convenient Route to Synthesis of β-Amino Alcohol

The intermolecular coupling of a variety of ketones with some types of O-methyl oximes took place when a mixture of both components was electrochemically reduced in i-PrOH with an Sn cathode.The product, β-methoxyamino alcohol was easily converted to β-amino alcohol by simple reduction.A chiral ligand effective for the enantioselective addition of diethylzinc to an aldehyde was easily obtained from the product formed by the electroreductive coupling of (-)-menthone with O-methylacetaldoxime.The intermolecular coupling of a ketone with a N,N-dimethylhydrazone or nitrone was also promoted by the electroreduction.Furthermore, the electroreductive coupling of a carbonyl group with an intramolecular O-methyl oxime moiety gave the corresponding cyclized product stereoselectively.

Electrochemical Reduction of Ketones Mediated by (Dimethylpyrrolidinio)mercury. Reductive Cyclization of Unsaturated Ketones and Redox Catalysis Studies

The mechanism of dimethylpyrrolidinium (DMP(+1)) mediation of the reductive cyclization of 6-hepten-2-one at a mercury electrode was studied.The initial step of the reduction involves formation of a solid composite, (DMP)Hg5, which then transfers an electron to the ketone, regenerating DMP(1+) and Hgo.The ketyl radical anion cyclizes to form a primary alkyl radical, which can either abstract a hydrogen atom from the solvent, dimethylformamide, or be reduced to the corresponding carbanion.Protonation gives 1,2-dimethylcyclopentanol.Both direct and DMP(1+)-mediated reductions of 7-octen-2-one, 5-phenyl-2-pentanone, and 6-heptyn-2-one were studied.All three compounds give cyclic alcohols when the reduction is mediated by DMP(1+).The former two compounds give the corresponding straight-chain alcohols when reduced directly.The latter gives the same cyclized product upon both direct or DMP(1+)-mediated reduction.Redox catalysis studies show that DMP(1+) is a remarkably effective catalysts for the reduction of ketones.The effectiveness of the catalysis correlates with the expected rates of cyclization of the unsaturated ketones and is consistent with a mechanism involving mediation by solid (DMP)Hg5.Redox catalysis studies of the reduction of cyclohexanones indicate that DMP(1+)-mediated reductions are accelerated by increasing , and the results are discussed in terms of a mechanism leading to pinacol formation.